Laboratory Techniques in Organic Chemistry
Laboratory Techniques in Organic Chemistry
4th Edition
ISBN: 9781464134227
Author: Jerry R. Mohrig, David Alberg, Gretchen Hofmeister, Paul F. Schatz, Christina Noring Hammond
Publisher: W. H. Freeman
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Chapter 23, Problem 6Q
Interpretation Introduction

Interpretation:

The structure of every compound should be deduced along with the chemical shift of their carbon atoms by using additive parameters and NMR signals to their respective atoms should be assigned.

Concept Introduction:

Compounds consist of carbon and hydrogen is known as hydrocarbons. Hydrocarbons are classified as saturated hydrocarbon and unsaturated hydrocarbon. Saturated hydrocarbons are those hydrocarbons in which carbon-carbon single bond is present as carbon is linked with four atoms. Unsaturated hydrocarbons are those hydrocarbons in which carbon-carbon multiple bonds are present that is double and triple bond.

The compounds having similar chemical formula but different structures are known as isomers.

The compounds having similar chemical or molecular formula but different connectivity is known as constitutional isomers.

NMR stands for nuclear magnetic resonance is a technique which is used to characterize organic compounds by identifying frameworks of carbon-hydrogen within the compounds.

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The 13C NMR spectrum of fluoroethanoic acid shows a multiplet centred at δ = 79. When the same spectrum is recorded using proton decoupling, the multiplet collapses to a doublet with a splitting of 160 Hz. Another multiplet, but with much smaller splittings, is also seen centred at δ =179; this multiplet collapses to a doublet when decoupling is used. Explain these observations.
Please describe the key characteristics of the H-NMR and 13C-NMR spectra.
Predict the number of signals expected in the 13C-NMR spectrum. A 4 B 5 C 6 D 7 E 8
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